Water → 4-Bromo-2-fluorobenzene-1-thiol

HRID 16078노트

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HRID 16078 반응식
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=O)=O)=[C:23]([F:31])[CH:22]=1.O>C1COCC1>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([SH:27])=[C:23]([F:31])[CH:22]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

생성물 1

HCID 225069554-Bromo-2-fluorobenzene-1-thiol수율 92.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
20 °C

실험 절차

Triphenylphosphine was added portionwise to a solution of 4-bromo-2-fluorobenzenesulfonyl chloride (8.44 g) in THF (30 ml) at 0° C. After 15 min water was added and the colourless solution was stirred at 20° C. for 18 h. The solvent was removed in vacuo, the residues dissolved in DCM and extracted with 2M sodium hydroxide (twice). The aqueous layers were washed with DCM, combined, acidified (4M HCl) and extracted with ethyl acetate (thrice). These organic extracts were dried (MgSO4) and evaporated to give the sub-title compound (5.89 g).

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residues dissolved in DCM
  3. extractionextracted with 2M sodium hydroxide (twice)
  4. washThe aqueous layers were washed with DCM
  5. extractionextracted with ethyl acetate (thrice)
  6. dry with materialThese organic extracts were dried (MgSO4)
  7. customevaporated

출처 및 근거

ORD 기록
ord-e9a70226abf14d40b5da6d0b8f80ee6a
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737135B2

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